Let's say when gambling, you follow a specific pattern. Let us use lottery for example. You bet on the same specific set of numbers. What would be more regrettable? Betting on the same set of numbers for the rest of your life and not winning or... changing up the set you bet on only for your old set to win?
Basically, would you rather bet on the same thing again and again then regret not exploring more or explore different kinds of bets then miss out on a win?
When a gambler bets on a specific number continuously and fails to win, he bets on another number and at that time the previous number wins the bet, then the gambler will definitely feel regret and at some point the gambler may even get angry. Again, if the same number is bet on for a long time and no win comes, then the regret will also increase why he didn't change the strategy. Regret can increase in both cases, but I personally think that no one should continue to bet on a particular number. However, sometimes it is possible to win by applying strategies. If you do not win in gambling, the gambler will feel regret. Some regrets can be intense and some are at a tolerable level. I think it is very natural for those who loss to have to regret often.